(3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

Base Information

Chemical Name:(3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole
CAS No.:1338225-86-7
Molecular Formula:C₁₈H₁₉NO
Molecular Weight:265.355
Hs Code.:

Synonyms:(3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

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Chemical Property of (3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

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Technology Process of (3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

There total 6 articles about (3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: C₁₇H₁₉NO

: 1338225-86-7
(3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

Guidance literature:: In tetrahydrofuran; water; for 16h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.07.119

Reference yield:

: 944052-53-3
(3R)-3-[2-(4-methylphenyl)-2-oxoethyl]-2-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]octane-1-carbonyl]-2,3-dihydroisoindol-1-one

: 1338225-86-7
(3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

Guidance literature:: Multi-step reaction with 6 steps

1.1: Li[Al(tBuO)3H] / tetrahydrofuran / 16 h / 0 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

4.1: Li[AlH₂(OCH₃)2] / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

5.1: dimethylsulfide borane complex / tetrahydrofuran / Cooling with ice; Reflux; Inert atmosphere

6.1: tetrahydrofuran; water / 16 h / Inert atmosphere

With lithium borohydride; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; Li[Al(tBuO)3H]; Li[AlH₂(OCH₃)2]; triphenylphosphine; In tetrahydrofuran; water; 3.1: Mitsunobu reaction / 3.2: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.07.119

Reference yield:

: 1338225-77-6
(3R)-3-[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]-2,3-dihydro-1H-isoindol-1-one

: 1338225-86-7
(3R,4aR)-3-(4-methylphenyl)-3,4,4a,9-tetrahydro-1,3-oxazino[4,3-a]isoindole

Guidance literature:: Multi-step reaction with 4 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: Li[AlH₂(OCH₃)2] / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3.1: dimethylsulfide borane complex / tetrahydrofuran / Cooling with ice; Reflux; Inert atmosphere

4.1: tetrahydrofuran; water / 16 h / Inert atmosphere

With di-isopropyl azodicarboxylate; dimethylsulfide borane complex; Li[AlH₂(OCH₃)2]; triphenylphosphine; In tetrahydrofuran; water; 1.1: Mitsunobu reaction / 1.2: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.07.119